DeMott was trained by Johnny Rodz in his New York wrestling school beginning in 1988. From there he began working at small independent promotions using the name Big Sweet Williams. In 1992 DeMott began wrestling for the American Wrestling Federation and started using the name Crash the Terminator. Under this name he found some success, first capturing the AWF Heavyweight title from Steve Strong in Puerto Rico, before moving on to the Japanese promotion W*ING and winning their World Tag Team Championship with Mr. Pogo. In 1993, while competing in W*ING, Demott won a 16-man tournament to be crowned their World Heavyweight Champion.

When DeMott returned to the United States, he wrestled for Extreme Championship Wrestling for a short time under his Crash the Terminator name before moving on to Pennsylvania Championship Wrestling, where won the latter promotion's World Heavyweight Championship upon winning a battle royal.

In 1995, DeMott was signed to a World Championship Wrestling (WCW) contract at the behest of Kevin Sullivan who had been impressed by him. He debuted in dark matches as The Man of Question and The Laughing Man, a strange gimmick that saw him wearing a singlet covered in question marks and laughing frequently. He made his television debut as a member of the Dungeon of Doom as "The Laughing Man" Hugh Morrus (a pun on the word humorous) on the November 18, 1995 episode of WCW Saturday Night in a vignette inside the Dungeon, where Kevin Sullivan told his (kayfabe) father, The Master, that he was giving him something he never had: laughter, and that he was giving him "the man from the Isle of Nowhere."

Upon the dissolution of the Dungeon of Doom, Morrus was relegated to the undercard. As a curtain jerker, he gained the distinction of being the first wrestler to lose a televised match to Bill Goldberg during the on September 22, 1997 episode of Nitro. As a part of the growing hardcore wrestling style in WCW, Morrus joined Jimmy Hart's First Familystable. Although the Family found success and received a push following a victory over their rivals The Revolution, the stable was suddenly disbanded.

At this time, DeMott took some time off from WCW. He returned in early 2000, utilizing the same name and ring attire, but squashing a number of wrestlers as an angrier version of himself. The angry Morrus gimmick came to a halt when Vince Russo and Eric Bischoff took over and aimed to take WCW in a new direction.

After getting on Russo's bad side (in kayfabe), Morrus was fired from his New Blood stable along with a number of other wrestlers. These ex-New Blood members (including Chavo Guerrero, Jr. and Booker T) formed the comedic Misfits In Action stable, which saw its members adopt both military-themed names and attires. As the stable's leader, Morrus re-christened himself General Hugh G. Rection, and led the group in a feud against the Filthy Animals.

The group's comedic nature and the workrate of some of the wrestlers made the group immediate favorites with fans. Upon the introduction of the heel Team Canada, the Misfits In Action immediately began feuding with Team Canada based over the patriotism both stables had for their respective countries. As the leader of the Misfits, Rection feuded with Team Canada's leader and United States Heavyweight ChampionLance Storm, with the two trading wins until Rection defeated both Storm and a turncoat"Hacksaw" Jim Duggan in a handicap match on October 29 at Halloween Havoc to win the title. Rection would soon lose the title back to Storm on the November 13 episode of Nitro before defeating Storm to regain the title on November 26 at Mayhem.

After his feud with Storm, the next night on Nitro, DeMott stood in the ring and spoke to the fans. During this segment, the WCW locker room emptied and many wrestlers from backstage stood on the entrance way clapping for DeMott; Bill Goldberg grabbed the microphone and, fondly recalling his first opponent in WCW, said "Hey, Goldberg's streak had to start somewhere, my friend." In perhaps one of DeMott's greatest achievements in wrestling, he gained respect from his peers.

At Sin on January 14, 2001, Rection lost the United States Heavyweight Title to Shane Douglas. Following the title loss, the Misfits disbanded when Rection announced that they were honorably discharged, which lead to Rection reverting to his Hugh Morrus name while the now former Misfits briefly feuded amongst each other. DeMott would then resume his pursuit of the United States Heavyweight Title until the World Wrestling Federation (WWF) bought out WCW.

When he had sufficiently healed, Morrus made his return on the November 23 episode of Velocity under his real name. DeMott made his SmackDown! debut on December 5 as a heel, where he defeated Funaki in a squash match. The victory saw DeMott immediately receive a push that saw him squash several established wrestlers, including Funaki, Shannon Moore, Chuck Palumbo, Crash Holly, and Rikishi weekly on SmackDown!. However, his came to an end soon and saw DeMott relegated back to Velocity beginning in February 2003. In May, DeMott made a faceturn that also saw him tell knock-knock jokes as part of the turn. As the gimmick failed to get over, he remained on Velocity while continuing to win several squash matches. DeMott wrestled his last televised match on the June 14 episode of Velocity, where he defeated fellow WCW alumnus Chris Kanyon. Later that month, DeMott retired from in-ring action, citing years of knee injuries. He then moved on to become the color commentator for Velocity,[5] beginning on the November 1 episode,[6] and remained in that position until the end of 2004.

When Tough Enough 4 wrapped production, DeMott did not make a return to Velocity. Instead, he became a full-time trainer for WWE and began working in the company's Deep South Wrestling developmental territory.[7] DeMott also worked as a booker for DSW, although his direction in the promotion received criticism, most notably by former WWE developmental wrestler Kenny Omega, who soon requested to be released from his developmental contract due to poor treatment.[7] DeMott was released from his WWE contract on January 19, 2007,[8] with Tom Prichard taking his place as DSW's head trainer.

After parting ways with WWE, DeMott competed for several independent promotions, including the Carolina Wrestling Association and the United Wrestling Federation. In addition to wrestling, he also began operating his own wrestling school called New Energy Wrestling School from 2009 to 2010 in McDonough, Georgia, while also running a brief series of wrestling events in Locust Grove, Georgia.[9]

DeMott married his first wife Rose Azzolino in 1987 when he turned twenty-one.[11] The couple had two daughters, Casey, who was born two months premature on July 7, 1993[12] and Keri, who was born on January 9, 1995.[13] The marriage was annulled in 2004.[14] He married his second wife, Lacey Storey on December 18, 2004.[14] The couple has one child together, a son named William Charles DeMott III, who was born on November 2, 2008.[15]